Phosphorus oxychloride → HCID 10466538, compound

HRID 1382355Notes

Reaction equation

HRID 1382355 reaction equation
[C:1]([C:6]1[C:15](=O)[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[NH:8][CH:7]=1)(=[O:5])[CH2:2][CH2:3][CH3:4].P(Cl)(Cl)([Cl:19])=O>>[C:1]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1[Cl:19])=[CH:13][CH:12]=[CH:11][CH:10]=2)(=[O:5])[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 10242375HCID 10242375, compound

Product 1

HCID 10466538HCID 10466538, compound

Procedure

3-Butyryl-4(1H)-quinolone (21.5 g) and phosphoryl chloride (80 ml) were heated under reflux for 45 minutes. Excess phosphoryl chloride was evaporated in vacuo, the residue poured onto ice and neutralised with sodium hydrogen carbonate. Extraction with dichloromethane, drying and evaporation gave 3-butyryl-4-chloroquinoline (22 g) as a brown oil, which solidified on standing. This was used without further purification.

Workup

  1. temperatureunder reflux for 45 minutes
  2. customExcess phosphoryl chloride was evaporated in vacuo
  3. additionthe residue poured onto ice and neutralised with sodium hydrogen carbonate
  4. extractionExtraction with dichloromethane
  5. customdrying
  6. customevaporation

Sources & evidence

ORD record
ord-02c732c363694a20b6fb1428db53eef9
Source dataset
uspto-grants-1989_02
Patent number
US04806550

Reaction notes

Loading…